HCID 9976315, compound → HCID 10429256, compound

HRID 892005Notes

Reaction equation

HRID 892005 reaction equation
[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6]/[CH:7]=[CH:8]\[CH2:9][N:10]1[C@@H:14]([CH2:15][O:16][C:17](=[O:24])[NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:13][CH2:12][C:11]1=[O:25]>[Pd].CO>[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C@@H:14]([CH2:15][O:16][C:17](=[O:24])[NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:13][CH2:12][C:11]1=[O:25]

Participants

4

Reactant 1

HCID 9976315HCID 9976315, compound

Product 1

HCID 10429256HCID 10429256, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium on carbon (10 mol %, 5 mg) was added to a solution of alkene 27 (24 mg, 0.065 mmol) in MeOH (2.0 mL). The flask was evacuated and refilled with hydrogen (3×), and the reaction mixture was stirred vigorously under a balloon of hydrogen for 5 h. The mixture was then filtered through celite, washing with MeOH (5 mL) and the filtrate was concentrated in vacuo to afford 24 mg (99%) of the title compound (29).

Workup

  1. customThe flask was evacuated
  2. additionrefilled with hydrogen (3×)
  3. filtrationThe mixture was then filtered through celite
  4. washwashing with MeOH (5 mL)
  5. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-356300d49ddf4229b6797c08b9b6ec19
Source dataset
uspto-grants-2006_02
Patent number
US07005442B2

Reaction notes

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